
Vacation rentals with outdoor seating in Callicoon
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Callicoon
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Cozy Farmhouse Cottage
Take a break to unwind and explore the beauty of NE Pennsylvania and the Upper Delaware River . Our Cozy Cottage is the perfect place to base all of your local adventures! Situated on a quiet, country road with very little traffic you will enjoy the beautiful countryside setting and sounds of nature. Centrally located in Wayne County we are just a short drive to many things to do! Honesdale, Hawley, Narrowsburg, Callicoon, Bethel Woods, Delaware River, Prompton State Park for starters.

Art House Bird Sanctuary at EBC Sculpture Park
The Art House is set in a Sculpture Park developed by the artists Tom and Carol Holmes.The Parks 38 acres of rolling hills, grass land with valley views are bordered by two streams and woodlands.The views are magnificent.The house is set on the second tier of three rolling hills.Tom creates magical and life changing experiences in the landscape; at EBC Bird Sanctuary Sculpture Park. The Art House offers exceptional privacy, incredible quiet and extensive wildlife. A pristine experience awaits.

Cozy Cottage in Popular Narrowsburg
A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly
Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

The Schoolhouse at Kenoza Lake
The Schoolhouse at Kenoza Lake. This late 1800's renovated schoolhouse is the perfect getaway. Only a 2 hour drive from NYC. Old world charm with modern finishes. House features one bedroom plus a sleeping loft, a total of 3 beds plus a bunk bed, claw foot tub, cast iron wood stove, dinner barn, sleeping loft, vegetable garden, outdoor fire pit with bistro lights and Adirondack chairs. 10-20 min driving distance to all of Sullivan County's culinary offerings. 7 min drive to grocery store.

Luxury Historic School House Cottage
Step into history inside our freshly renovated 1800s school house home. Relax and take it easy on the expansive front porch, with sweeping views of rural farmland and a historic cemetery next door. Sit by the fire and enjoy a book or beverage with friends and family and cook a nice farmhouse meal. This unique and tranquil getaway won't disappoint. And it's just 4 minutes from Narrowsburg's Main Street. Swimming holes and hiking trails along the Delaware River are just a stone's throw away.

Chic Cabin on Callicoon Creek
***FEATURED IN ARCHITECTURAL DIGEST, TRAVEL & LEISURE, APARTMENT THERAPY, AND FODORS TRAVEL*** Set back on a small private road, this cabin dating back to the 1800s is perched above the Callicoon Creek, popular with fly fishermen casting for rainbow trout. Head up the wooded driveway and find yourself in a serene, green clearing all your own. The cabin and studio make for a peaceful getaway, shielded from the surroundings, but incredibly convenient for reaching nearby towns and activities.

Parkston Schoolhouse
Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

Chez Cochecton, a modern cabin in the Catskills
Completely renovated inside and out. This unique cabin style home is built for style and comfort. You'll love the thoughtful design and finishing touches. Enjoy some music and wine while relaxing in the private backyard. Cochecton and neighboring towns of Callicoon and Narrowsburg are full of amazing restaurants, shops and hangouts. Situated just off the Delaware River, this home is very close to swimming, hiking, and kayaking. Enjoy all the beautiful Catskills have to offer all year long!

6-Acre Lux Estate: Hot Tub, Fireplace, Near Skiing
A modern 3BR/2BA Catskills retreat on 6 private acres with a hot-tub, and fireplace. Perched on a hill, this single-level home offers serenity, scenic views, mid-century modern decor, and comfort—ideal for girls' trips, couples and families. Amenities: Fireplace Hot Tub Spa Mini Ping-Pong Dart Board High-speed Wi-Fi Narrowsburg Offers: -Restaurants & Shops -Luxury Spas & Yoga -Alpaca Farm -Hiking -Farmer's Markets -Delaware Valley Arts Alliance Experience the best of the Catskills!

Cutest Little House in Narrowsburg
Relax in an idyllic wooded setting with 1000 feet of totally private river frontage, yet a 5 minute drive to Narrowsburg's restaurants and shops. If you like nature, privacy, history, vintage decor & design, this quaint 1950s cottage is for you. Hiking & campfires • Clawfoot tub • Front & back porches • Hummingbird & bunny watching • Den & WiFi • Peace & quiet • All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

Private, Elegant Chalet w/ A Breathtaking View
Welcome to your all-season escape, to this funky yet luxury, spacious yet cozy, modern yet classic chalet. Where you can experience the perfect vacation, whether it is outdoors with family and friends or appreciating the art pieces throughout the interior. Greet the evenings with a cozy wood-stove and a movie or a glass of wine and a book, sunset with drinks on the deck and the mornings with a fresh espresso. Make some memories at this unique and family-friendly place.
Popular amenities for Callicoon outdoor seating rentals
House rentals with outdoor seating

Delaware River retreat

The Swiss Hill Farmhouse - 5 Bedrooms w/ Hot Tub

Creekside cottage on 65 acres of land

The Nest At Swiss - Lakefront In The Catskills

Fox's Den: Fun Catskills Home w/ Private Lake Lot

River view:

Dancing Feather: Cozy Lake-Front A-Frame Chalet

Ridge Haven: Catskills home w/ open deck & firepit
Apartment rentals with outdoor seating

Slumberland Cottage at The River's Edge

Peaceful operating farm.

Gedney House Apt. 1: Brand New; near Bethel Woods!

Like Home, 2 BR Apt - Historic Home- Honesdale, PA

Lakeside Studio on White Lake

New studio apt 15 min to bethel woods lake access

Heart of Milford- Historic Area

Quiet Cozy Catskills Studio near Bethel Woods
Other vacation rentals with outdoor seating

Cozy Lakefront Catskills Cabin—2hrs from NYC!

Catskills Cozy Retreat:Comfy Beds, Firepit, & More

The Waterfall Casita: A-frame with 30ft Waterfall

❤ of Downtown | Pvt Woods | Full Kitch | 2 Porches

Sauna, Fireplace, & Vinyl · Explore Scenic Towns

Fireplace—Renovated—Near Skiing & Tubing—Chic+Cozy

Wonder's Never Cease: Hot Tub, Sauna & Cold Plunge

Upper Delaware River cottage
Quick stats about vacation rentals with outdoor seating in Callicoon

Total vacation rentals
Explore 10 vacation rentals in Callicoon

Nightly prices starting at
Callicoon vacation rentals start at € 164 per night before taxes and fees

Verified guest reviews
Over 370 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Callicoon vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Callicoon rentals

5 Average rating
Callicoon stays are highly rated by guests—averaging 5 out of 5!
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